The hybridization of the central carbon in CH3C≡N and the ...faculty.mu.edu.sa/public/uploads/1368859887.7835Q bank Chem 109... · 7.The hybridization of the central carbon in CH3C≡N

1. The electrons in a nonpolar covalent bond are:

a-Gained b- lost c-shared equally d-shared unequally

2. What type of bonds are formed in N2O4 and what is the name of this compound?

a-covalent, b-coordinate covalent c- ionic

3. The bond between sulfur (electronegativity value 2.5) and chlorine

(electronegativity value 3.0) would be:

a-not formed b-ionic c-polar covalent d-nonpolar covalent 4. What is the formula for the ion which has 17 protons and 18 electrons?

a-Cl+ b-Cl- c- Ar+ d-Ar 5. Arrange the following compounds in order of increasing boiling points

6.Draw an example of a compound of your own choice for each entry, which has the

following functional group

a.) Alcohol b.) Aldehyde

c.) Ester d.) Amine

e.) carboxylic acid g) alkane

7.The hybridization of the central carbon in CH3C≡N and the bond angle CCN are

a. sp2, 180°. b. sp, 180°. c. sp2, 120°. d. sp3, 109°.

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6. What are the hybridizations of carbons 1 and 2 respectively in the following

structure?

a. sp3 and sp2 b. sp2 and sp3 c. sp3 and sp d. sp2 and sp2

7. Identify the orbital hybridization at the two indicated carbons in the molecule below.

a. C1: sp; C2: sp b. C1: sp2; C2: sp2 c. C1: sp; C2: sp2 d. C1: sp2; C2: sp

8.Which of the following compounds is an amine?

9.Which of the following molecules is the LEAST soluble in water?

8. The correct geometry around carbon in CH3OCH3 is

a. linear. b. bent. c. tetrahedral. d. trigonal planar

9. What is the IUPAC name of the following molecule?

a. 1,2-dimethylhexane b. 2,4-dimethylcyclohexane

c. Dimethylcyclohexane d. 1,3-dimethylcyclohexane

10. Which compound has the highest melting point?

a. decane b. 2,2,3,3-tetramethylbutane

c. 2,2,3-trimethylpentane d. 4-methylnonane

11. Which of the following alkanes will have the lowest boiling point?

a b c d

12. The balanced equation for the combustion of pentane is

a. 4 C5H12 + 2 O2 → 20 CH4 + 4 H2O

b. 2 C3H8 + O2 → CH4 + 2 H2O

c. C5H12 + 8 O2 → 5 CO2 + 6 H2O

d. C3H8 + 5 O2 → 3 CO2 + 4 H2O

13. What is the major product of the following reaction?

a

b.

c d


a. b. c.

d.

15. Which of the following occurs during the initiation stage of a radical mechanism?

a. Nonradicals are formed from radicals. b. Radicals are formed from other radicals.

c. Radicals are formed from nonradicals. d. Nonradicals are formed from other

nonradicals

16. What is the product of the following reaction?

a. b. c.

d.

17. Which of the following structure formula matches

2-bromo-2,3-dimethyl butane

a. b.

c. d.

18. Molecules of 1-propanol and 2-propanol have different a. percentage

compositions; b. molecular masses; c. molecular formulas; d. structural

formulas.

19. Which compound is an organic acid?

a. CH3CH2OH; b. CH3OCH3; c. CH3COOH; d. CH3COOCH3.

20.What is the IUPAC name of the following compound?

A. 3,5-dimethylheptane B. 3,5-dimethylnonane

C. 2-ethyl-4-methylhexane D. 5-ethyl-3-methylhexane

21.Describe the indicated bond in terms of the overlap of atomic orbitals

(hybridization) (in the order C, O).

22.Which of the following has the HIGHEST boiling point?

23.Each member of the alkane series differs from the preceding member by

one additional carbon atom and

a. 1 hydrogen atom; b. 2 hydrogen atoms; c. 3 hydrogen atoms;

d. 4 hydrogen atoms.

24.Which formula represents a saturated hydrocarbon?

(a) C2H2; (b) C2H (c) C3H6; (d) C3H8.

25.The members of the alkane series of hydrocarbons are similar in that each member

has the same (a) empirical formula; (b) general formula; (c) structural formula; (d)

molecular formula.

23. What could be the name of a compound that has the general formula R-

OH? (a) methanol; (b) methane; (c) methyl methanoate; (d) methanoic acid.

24.A compound with the formula C6H6 is

(a) toluene; (b) benzene; (c) butene; (d) pentene.

25.C2H4 + H2 <======> C2H6 The above reaction is an example of

(a) addition; (b) substitution; (c) saponification; (d) esterification.

26.The compound C4H9OH is an isomer of

(a) C3H7COCH3; (b) C2H5OC2H5; (c) CH3COOC2H5; (d) CH3COOH.

27.What is the total number of carbon atoms contained in an ethyl group?

(a) 1; (b) 2; (c) 3; (d) 4.

28.Which compound is a member of the alkane series?

(a) C2H6; (b) C3H6; (c) C4H6; (d) C6H6.

29.A reaction between an acid and alcohol produces an ester and

(a) carbon dioxide; (b) water; (b) glycerol; (d) ethanol.

30. The general formula for the alkyne series is

(a) CnHn; (b) CnH2n; (c) CnH2n+2; (d) CnH2n-2.

32. Which compound represents a member of the benzene series?

(a) acetylene; (b) ethylene; (c) toluene; (d) propene.

33. Which compound is an isomer of CH3COOH?

(a) HCOOCH3; (b) CH3CH2OH; (c) CH3CH2COOH; (d) CH3COOCH3.

34. Which compound is a member of the alkene series?

(a) benzene; (b) acetylene; (c) toluene; (d) ethene.

35. All carbon-carbon bonds in a saturated hydrocarbon molecule are

(a) single covalent; (b) double covalent; ( c) triple covalent;

(d) coordinate covalent.

36. Which normal alkene has the highest boiling point at 1 atmosphere?

(a) C2H4; (b) C3H6; (c) C4H8; (d) C5H10.

37. Which reaction produces ethyl alcohol as one of the principal products?

(a) an esterification reaction; (b) a neutralization reaction;

(c) a saponification reaction; (d) a fermentation reaction.

38. Given the following reaction: C4H10 + Br2 <======> C4H9Br + HBr. The

above reaction is an example of

(a) substitution; (b) addition; (c) polymerization; (d) fermentation.

39. In a molecule of C3H8, the total number of covalent bonds is

(a) 11; (b) 10; (c) 3; (d) 8.

40-Which of these molecules has the MOST 1° hydrogens?

41.Which of the following is an isomer of cycloheptanol?

42.What is the IUPAC name of the following molecule?

A. 2,2,3-trimethyl- 5-hexanol B. 1,1,1,2-tetramethyl-4-pentanol

C. 4,5,5-trimethyl-2-hexanol D. 4,5,5,5-tetramethyl-2-pentanol

43.Which of the following is a trans isomer?

44.Which compound is an ester?

a) CH3COOH; (b) CH3CHO; (c) CH3COOCH3; (d) CH3COCH3.

45.The fermentation of C6H12O6 will produce carbon dioxide and

(a) a polymer; (b) a soap; (c) an ester; (d) an alcohol.

46.Compounds which have the same molecular formula but different molecular

structures are called

(a) isomers; (b) isotopes; (c) allotropes; (d) homologs.

43. Which is the formula of a saturated hydrocarbon?

(a) C2H2; (b) C2H4; (c) C5H8; (d) C5H12.

44. CnH2n+2 is the general formula of a homologous series. Which is a member with

this characteristic?

(a) acetylene; (b) benzene; (c) propane; (c) toluene.

45. A molecule of ethene is similar to a molecule of methane in that they both have

the same

(a) structural formula; (b) molecular formula; (c) number of carbon atoms; (d) number

of hydrogen atoms.

46. Which is the formula for ethanoic acid?

(a) CH3COOH; (b) CH3CH2OH; (c) CH3CH2COOH; (d) CH3CH2CH2OH.

47. The compound CH3COOCH3 is classified as

(a) an acid; (b) an alcohol; (c) an ester; (d) a hydrocarbon.

48. Each member in the alkane series of hydrocarbons, when considered in successive

order, has 1 more carbon atom and how many more hydrogen atoms?

(a) 1; (b) 2; (c) 3; (d) 4.

49. Which molecular formula represents pentene?

(a) C4H8; (b) C4H10; (c) C5H10; (d) C5H12.

50. A molecule of which alcohol contains more than one hydroxyl group?

(a) propanol; (b) butanol; (c) pentanol; (d) glycerol.

51. Hydrogen bonding is most noticable in

(a) organic acids; (b) esters; (c) alkynes; (d) alkanes.

52. Which molecule contains a triple covalent bond?

(a) C2H2; (b) C2H4; (c) C3H6; (d) C3H8.

53. Which formula represents an acid?

(a) CH3COOCH3; (b) CH3OH; (c) CH3COOH; (d) CH3CH2CH3.

54. Ethyl formate can be produced by heating concentrated sulfuric acid, ethyl alcohol

and formic acid. This type of reaction is called

(a) fermentation; (b) esterification; (c) saponification; (d) polymerization.

55. Which formula represents a member of the alkene series?

(a) C3H6; (b) C2H6; (c) C2H2; (d) C6H6.

56. Ethyne (acetylene) has which one of the following shapes?

(a) tetrahedral; (b) planar triangular; (c) linear; (d) bent.

57. Compared with organic compounds in general, organic compounds usually have

(a) greater solubility in water; (b) a tendency to form ions more readily;

(c) more rapid reaction rates; (d) lower melting points.

58. Which represents the functional group of an organic acid?

(a) -COOH; (b) -OR; (c) -CHO; (d) -NH2.

59. C3H6 + H2 = C3H8 The above reaction is an example of

(a) substitution; (b) addition; (c) polymerization; (d) esterification.

60. The isomers of propanol differ in

(a) the number of carbon atoms; (b) molecular mass;

(c) the arrangement of the carbon atoms; (d) location of functional group.

61. Which is the formula of an alcohol?

(a) Ba(OH)2; (b) HCHO; (c) CH3COOH; (d) C5H11OH.

62. C3H5(OH)3 The above organic compound is classified as

(a) a carbohydrate; (b) an ester; (c) an organic acid; (d) an alcohol.

63. Which compound can have isomers?

(a) C2H4; (b) C2H2; (c) C2H6; (d) C4H8.

64. C2H4 + Br2 = ? What reaction occurs when the above chemicals react?

(a) polymerization; (b) substitution; (c) addition; (d) esterification.

65. Which organic compound is a product of a fermentation reaction?

(a) CCl2F2; (b) C2H2; (c) C2H5OH; (d) C2H5OC2H5.

66. Which organic compound is a product of an esterification reaction?

(a) C3H8; (b) C3H7OH; (c) CH3COOH; (d) CH3COOCH3.

67. Which organic compound is a product of a saponification reaction?

(a) CCl4; (b) C3H5(OH)3; (c) C6H6; (d) C6H12O6.

68. The structure of an alkene contains

(a) only single bonds; (b) a double bond; (c) two double bonds; (d) a triple bond.

69. As the members of the alkane series increase in molecular mass the magnitude of

the van der Waals forces between the molecules

(a) decreases; (b) increases; (c) remains the same.

70. Which hydrocarbon has more than one possible structural formula?

(a) CH4; (b) C2H6; (c) C3H8; (d) C4H10.

71. What is the number of hydrogen atoms in a molecule of ethyne?

(a) 6; (b) 2; (c) 8; (d) 4.

72. In an aqueous solution, which compound will be acidic?

(a) CH3COOH; (b) C3H5(OH)3; (c) CH3CH2OH; (d) CH3OH.

73. A process in which large molecules are broken down into smaller molecules is

used commercially to increase the yield of gasoline from petroleum. This process is

called

(a) polymerization; (b) hydrogenation; (c) esterification; (d) cracking.

74. Organic compounds must contain

(a) oxygen; (b) nitrogen; (c) hydrogen; (d) carbon.

75. The angle formed between of any alkane molecule is a(an)

(a) dihedral angle; (b) right angle; (c) tetrahedral angle; (d) acute angle.

76. A specific arrangement of several atoms which gives characteristic properties to

an organic molecule is known as a(an)

(a) carboxyl group; (b) functional group; (c) group; (d) alkyl group.

77. The ability of the carbon atom to form covalent bonds result in the formation of

compounds that are

(a) molecular; (b) ionic; (c) polar; (d) atomic.

78. How many carbon atoms are in one molecule of 2,3,3-trimethylpentane?

(a) 5; (b) 8; (c) 6; (d) 13.

79. The series of unsaturated hydrocarbons containing a triple bond shared between

two adjacent carbon atoms is known as the

(a) alkanes; (b) alkenes; (c) alkynes; (d) benzenes.

80. Addition reactions occur in unsaturated hydrocarbons rather than in saturated

hydrocarbons because unsaturated hydrocarbons

(a) contain multiple bonds; (b) have a greater molecular mass;

(c) have tetrahedral bonds; (d) contain more atoms.

81. A dihydroxy alcohol that is made from ethane is

(a) ethanol; (b) glycerol; (c) ethylene glycol; (d) ethane.

82. Which represents an unsaturated hydrocarbon?

(a) C2H4; (b) C2H6; (c) C3H8 ; (d) C4H10.

83. How many double bonds are in one molecule of 1-butene?

(a) 1; (b) 2; (c) 3; (d) 4.

84. Which is an isomer of 2-chloropropane?

(a) butane; (b) propane; (c) 1-chlorobutane; (d) 1-chloropropane.

85. A fermentation reaction and a saponification reaction are similar in that they both

can produce

(a) an ester; (b) an alcohol; (c) an acid; (d) a soap.

86. Which is a saturated hydrocarbon?

(a) C3H8; (b) C6H6; (c) C2H5OH; (d) C2H4O2.

87. Which molecule will have a single pi bond?

(a) benzene; (b) propene; (c) propane; (d) propyne.

88. CH3CH2OH The above organic compound is classified as

(a) a carbohydrate; (b) an ester; (c) an alcohol; (d) an organic acid.

89. Which organic molecule undergoes addition reaction?

(a) benzene; (b) propyne; (c) methane; (d) ethanol.

90. As the molecular mass of the compounds of the alkane series increases their

boiling points


91. As the number of carbon atoms in the members of the alkene series increases, the

ratio of carbon atoms to hydrogen atoms

(a) decreases; (b) increases; (d) remains the same.

92. Which compound is most likely to react by addition?

(a) CH4; (b) C3H6; (c) C4H10; (d) C5H12.

93. Which alcohol contains three hydroxyl groups per molecule?

(a) propanol; (b) glycerol; (c) butanol; (d) pentanol.

94. Toluene belongs to the same series of hydrocarbons as

(a) benzene; (b) propene; (c) pentene; (d) butene.

95. A hydrocarbon molecule containing one triple covalent bond is classified as an

(a) alkene; (b) alkane; (c) alkyne; (d) alkadiene.

96. The compound 2-propanol is classified as a

(a) primary alcohol; (b) secondary alcohol;

(c) tertiary alcohol; (d) dihydroxy alcohol.

97. What is the total number of hydrogen atoms in a molecule of butene?

(a) 10; (b) 8; (c) 6; (d) 4.

98. Which of the following compounds has the greatest possible number of isomers?

(a) butane; (b) ethane; (c) pentane; (d) propane.

99. Which is the correct molecular formula of pentene?

(a) C5H8; (b) C5H10; (c) C5H12; (d) C5H14.

100. The bonds between the atoms in an organic molecule are generally

(a) ionic; (b) coordinate covalent; (c) covalent; (d) hydrogen.

101. As the length of the chain of carbon atoms in molecules of the alkene series

increases, the number of double bonds per molecule


102.For the following structure, there are ____ 1°, ____ 2°, and ____ 3° hydrogens.

103.What is the approximate H–C–H bond angle in propane?

a- 120ºC b. 109ºC c. 180ºC

104.Which of the following is a 3° amine?

105.The maximum number of covalent bond that a carbon atom form is

A- 4 B- 2 C- 5 D- 6

106.For ethyne: C2H2 , What is the total number of electrons shared between the

carbon atoms?

A. 6 B. 2 C. 3 D. 4

107. In a condensation polymerization, the two products formed are a polymer and

(a) water; (b) carbon dioxide; (c) an acid; (d) a base.

108. Which is the correct molecular formula of glycerol?

(a) C2H5OH; (b) C2H4(OH)2; (c) C3H5(OH)3; (d) C3H6(OH)2.

109. In the reaction C2H5OH + CH3OH --> C2H5OCH3 + H2O, the organic

compound formed is

(a) an ester; (b) a ketone; (c) an acid; (d) an ether.

110. Which compound is a saturated hydrocarbon?

(a) ethene; (b) ethane; (c) ethylene; (d) ethyne.

106. The compound C2H2 belongs to the series of hydrocarbons with the general

formula

(a) CnHn; (b) CnH2n; (c) CnH2n-2; (d) CnH2n+2.

107. Which compound is a dihydroxyl alcohol?

(a) Al(OH)3; (b) C3H5(OH)3; (c) Ca(OH)2; (d) C2H4(OH)2.

108. The name of the compound having the formula C3H5(OH)3 is

(a) glycerol; (b) ethylene glycol; (c) propene; (d) propanoic acid.

109. Which organic compound is a ketone?

(a) CH3OH; (b) CH3COCH3; (c) CH3COOH; (d) CH3COOCH3.

110. Which of the following compounds has the lowest normal boiling point?

(a) butane; (b) ethane; (c) methane; (d) propane.

111. During fractional distillation, hydrocarbons are separated according to their

a.boiling points b.melting points c.triple points d.saturation points

112. Organic compounds that are essentially nonpolar and exhibit weak

intermolecular forces have

(a) low melting points; (b) low vapor pressure;

(c) high conductivity in solution; (d) high boiling points.

113. What is the formula for pentanol?

(a) C5H12; (b) C5H11OH; (c) C4H10; (d) C4H9OH.

114. Which compound is a member of the alkene series of hydrocarbons?

(a) benzene; (b) propene; (c) toluene; (d) butadiene.

115. Which compound contains a triple bond?

(a) CH4; (b) C2H2; (c) C3H6; (d) C4H10.

116. Which organic reaction involves the bonding of monomers by a

dehydration process?

(a) substitution; (b) oxidation; (c) addition polymerization;

(d) condensation polymerization.

117.The reaction CH2CH2 + H2 --> CH3CH3 is an example of

A. Substitution B. Addition C. Elimination D. rearrangement

118.which of the following compounds has the most acidic character?

A. B. C. D.

119.The most typical reaction of simple alkenes is

A. electrophilic substitution B. nucleophilic substitution

C. electrophilic addition D. nucleophilic addition

120.Which compound is a likely product from addition of Cl2 to 1-butene?

A. CH3CH2CH2CHCl2 B. CH3CH2CHClCH2Cl

C. ClCH2CH2CH2CH2Cl D. CH3CH2CCl2CH3

121.Which species represents the electrophile in aromatic substitution?

A. NO2- B. NO2

+ C. NO2 D. NO3

-

122.The reaction of Cl2/AlCl3 with benzene to form chlorobenzene is known as

b. free radical substitution a. nucleophilic substitution

d. electrophilic substitution c. ionic addition

123.Ethene (ethylene) has which one of the following shapes?

(a)tetrahedral (b) planar triangular (c) linear (d) bent.

124. The total pi bond in the following compound is equal to

a- 19 b- 16 c- 5 d- 3

125.In crude petroleum, fractions can be separated according to their differing boiling

points by

(a) the contact process; (b) the Haber process;

(c) fractional distillation; (d) cracking.

126. The mechanism for the reaction of . formaldehyde and ethylmagnesiumbromide

will proceed by

127.For the following compound:

What is the hybridization (sp3, sp2, sp, etc.) at each of the carbon atoms Indicated? Write it below

a) b) c) d) e)

128. What is the major product obtained from the following reaction?

130. the opposite group on benzene ring is?

a. meta b.para c. ortho d. none

131. Which of the following compounds is 2-methyl-3-(1-methylethyl)hexane?

130. What is the best name for the following compound?

(a) 1,2,6-trimethylheptane (b) 2-ethyl-6-methylheptane

(c) 2,6-dimethyloctane (d) 3-methyl-6-(1-methyethyl)hexane

123.What is the major product obtained from the following reaction?

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124. Which of the following mechanism best describes the reaction between propene

and H3O+?

125. Which of the following mechanism best describes the reaction between propene

and BrCl?

126. Which of the following compounds will have the lowest boiling point?


128. Which of the following compounds would have the highest boiling point?

a.CH3CH2CH2CH3 b.CH3NH2 c. CH3OH CH2F2

129. Which of the following alkanes would have the highest boiling point?

130. How are the following compounds related?

a. isoelectronic species b. isotopes c. isomers

d. These compounds are not related at all...they are totally different

131. What is the total number of sigma bonds found in the following compound?

a. 8 b. 10 c.11 d.15

132. What is the total number of pi bonds found in the following compound?

a. 1 b.2 c.3 d.4

133. How many monochlorinated isomers can be formed by the halogenation of

CH3CH2CH2CH3 with Cl2 in the presence of light?

a.2 b.3 c.5 d.6

134. What is the IUPAC name for the following compound?

a. 1,3-pentamethylpropane b. 1,1,3,3-tetramethylbutane

c. 2,4,4-trimethylpentane d. 2,2,4-trimethylpentane


a. 3-methylenehexane b. 2-propyl-1-butene

c. 4-ethyl-4-pentene d. 2-ethyl-1-pentene


a. 2-methylcyclohexene c. 3-methylhexene

c. 1-methylcyclohex-2-ene d. 3-methylcyclohexene

137. What is the major product expected from the following reaction?

138. What is the major product expected from the following reaction?

139.Which of the following is an intermediate in the reaction of benzene with CH3Cl

and AlCl3?

140. Which of the following reagents would be the best reactants for the following

synthesis?




144.Which type of molecule contains double bonds?

a. butyne b. butene c. butane

145.The total number of covalent bonds are present in the following

a. 12 b. 11 c. 9 d. 8

146.The general formula for the alkanes is

a. CnH2n+2 b. CnH2n-2 c. CnH2n d. CnH2n+1

147.What is the condensed formula of the compound below?

148.How are the molecules in the following pair related?

a. They are two isomers. b. They are resonance structures.

c. Neither of the choices is correct.

149.Which of the following compounds is the less reactive?

a. C2H4 b. CH4 c. C2H2

150.The shape of the methane molecule is

a.planer b. bent c. linear d. tetrahedral

151.Which of the following compounds have a ring-carbon chain structure?

a.Ethane b. Ethene c. Ethyne d. cyclohexane

147.

152.Halogenation of benzene in presence of AlCl3, is an example of _

a. addition reaction b. elimination reaction

c. substitution reaction d. reduction reaction

153.Which of the following is the most acidic

a. ethane b. benzene c.propyne

154.the IUPAC name of the following compound

a. 2,3,4-trimethylpentane b. 3,4-trimethylhexane

c. 2,3-trimethylheptane d. 2,3,4-dimethylpentane

155. Which type of molecule contains double bonds?

a. Alkane b. alkene c. alkyne

156.The general formula for the cyclolkanes is

b. CnH2n+2 b. CnH2n-2 c. CnH2n d. CnH2n+1

167.Which is the appropriate conversion of CH3CHClCH2CH(CH3)2 to a skeletal

line formula?

168.In a molecule of C3H6, the total number of covalent bonds is

a. 10 b. 11 c. 9 d. 8


a. they are two isomers. b. they are resonance structures. C. neither of the

choices is correct.

170.What is the hybridization for each of the indicated atoms in the following

compound?

a. sp b. sp2 c. sp3

171.Which of the following statements is (are) correct?

a.Ethane has sp3 carbon atoms and the geometry around each

carbon is trigonal planar.

b.Ethane has sp3 carbon atoms and the geometry around each

carbon is tetrahedral.

c.Ethane has sp2 carbon atoms and the geometry around each

carbon is tetrahedral.

d.Ethane has sp2 carbon atoms and the geometry around each

carbon is trigonal planar.

172.The shape of the ethyne molecule is


173.The halogenation of methane, is an example of _________.

a. addition reaction b. elimination reaction c. substitution chain

reaction

174.which of the following is the less acidic

a.propane b. propene d. propyne

175.Which type of molecules contains triple bonds?

b. Alkane b. alkene c. alkyne

176.The general formula for the alkenes is

c. CnH2n+2 b. CnH2n-2 c. CnH2n d. CnH2n+1


a.They are two isomers. b. They are resonance structures.

c.Neither of the choices is correct.

178.Which of the following compounds is the most reactive?

a. CH2=CH2 b. CH4 c. CH3CH3

179.The shape of the ethene molecule is


180.Which of the following compounds have a ring-carbon chain structure?

a.Ethane b. Ethene c. Ethyne d. Benzene

1.

181.halogenation of ethene, is an example of _________.

a.addition reaction b. elimination reaction c. substitution chain

reaction d. reduction reaction

182.which of the following is the most acidic

a.ethane b. benzene c. ethene d. ethyne

183.How many dichloro isomers can be obtained from the following reaction?

a. 1 b. 2 c. 3 d 4

184. Which reagent would provide the product shown?

a. HBr b.Br2 c. CH3MgBr d. SOCl2

185.Which of the following reaction sequences would be the best synthesis of t-butyl

alcohol?

http://chemistry.boisestate.edu/people/richardbanks/organic/mc/vol13/mcquestions317m.htm

.

186. Which of the following reaction sequences would be the best synthesis of 2-

pentanone.

.

187. which of the following is tertiary amines

a. CH3NHCH2CH3 b.CH3N (CH3) CH3 c. CH3CH2CH2NH2

188. which of the following has the lowest boiling point

a. CH3NHCH2CH3 b.CH3N(CH3)CH3 c. CH3CH2CH2NH2

189. which of the following has the hieghest boiling points

a. CH3NHCH2CH3 b.CH3N (CH3) CH3 c. CH3CH2CH2NH2

190. How many electrons occupy the bonding molecular orbitals of a CN triple bond?

a. 4 b. 6 c.8 d.2

191. What is the relationship of the two structures shown below?

a.they are identical. b.they are conformations of the same structure

c. they are constitutional isomers. d. they are different compounds with

different compositions

192. Which of the following compounds would you expect to be most soluble in water?

a.Ch2Cl2 b. C6H12 (cyclohexane) c. CH3CH2OH d. CH3CH2OCH2CH3

193. How would the bond strength of the C:C double bond in an alkene compare to that of a

C:C single bond in the corresponding alkane?

a.T he double bond would have the same strength as the single bond.

b. The double bond would be stronger than, but less than twice as strong as the single bond.

c. The double bond would have exactly twice the strength of the single bond.

d. The double bond would have more than twice the strength of the single bond.

194. How many degrees of unsaturation does the following structure have?

a. 4 b. 5 c.6 d.3

195. The H–C–O bond angle in H2C=O (formaldehyde) is approximately .....

A. 90 b. 109 c. 120 d. 180

196. Classify the following reaction.

a. Substitution b. elimination c. addition d. rearrangement

197. Which of the following is 3,3-diphenylpropanal?

a. C6H5CH2CH(C6H5)CHO b. C6H5CH2CH2COC6H5

c. (C6H5)2CHCH2CHO d. (C6H5)2CHCH2COC6H5

198. Which of the following is a semicarbazone derivative of an aldehyde (RCHO)?

a. RCH=N-NHCONH2 b. RCH=N-OH c. RCH=N-NH2 d. RCH=N-C(CH3)3

199. Which of the following is phenol?

a. C6H5OH b. C6H5CH2OH c. C6H5OCH3 d. C6H5NH2

200. How many isomeric tribromobenzenes exist?

A.2 b. 3 c.1 d. none

201. haw many primary carbon atom are present in the following compound

a. 2 b.3 c. 4 d.5

202.Which of the following statements concerning the structure of the functional group

present in carboxylic acids is incorrect?

a-two oxygen atoms are present

b-a carbon-oxygen single bond and a carbon-oxygen double bond are present

c-a carbon-hydrogen bond is present

d-an hydrogen oxygen is present

203.the functional group present in carboxylic acid is called

a-carboxylic group b-carbonyl group

c-hydroxylic group d-hydroxyl group

204.The IUPAC name for compound

a-2-methyl-4-butanoic acid b-2-methyl-4-pentnoic acid

c-3-methylbutanoic acid d-3-methylpentanoic acid

205.carboxylic acid may be prepared by the oxidation of either

a-ketones or aldehyde b-secondary or primary alcohol

c-primary alcohols or aldehydes d-ketones and primary alcohols

206. which of the following statements concerning the properties carboxylic acid is

incorrect.

a. Short-chain monocarboxylic acid are liquid at room temperature

b. Carboxylic acid have higher boiling points than alcohol of similar molecular

mass.

c. Carboxylic acid cannot hydrogen bond to water

d. Carboxylic acid hydrogen bond to each other

207.carboxylic acids may be converted to their carboxylic acid salt by reacting with

a.a strong base such as NaOH b. a strong acid such as HI

c.an alcohol such as ethanol d. a ketone such as acetone

208.which of the following is general structural representation for an ester

a- b.

c. d.

209. esters are produced through the reaction of

a-a ketone and an alcohol b-a carboxylic acid and a ketone

c-Carboxylic acid and an alcohol d-a ketone and an ether

210.which of the following statements concerning acid anhydrides is incorrect

a-they have structures in which here oxygen atoms are present

b-they have structures in which two oxygen atoms are present

c-they are produced by the reacting between two carboxylic acid groups with each other

211. which of the following is a correct notation for the carboxylic acid functional group

c. B.

c. d.no correct rsponse

212.which f the following Is paired with its correct IUPAC name

a.

b.

c.

d.no correct response

12- Which of the following functional groups are always found at the end of a carbon chain

a. aldehyde b. carboxylic acid c. ketone

d. more than one correct response

13-Which of the following compounds could not be oxidized to carboxylic acids

a.propanal b. 2-methyl-1-propanol c.2-methyl-2-propanol


14-the general structural difference between carboxylic acids and an ether is the same as

that between an

a. an alcohol and a ether b. aldehyde and ketone c.alkane and alkene


15-a carboxylic acid is prepared from an aldehyde by

a.oxidation b. condensation c. hydration d.hydrogentation

16-which of the following compound is most soluble in water

a.CH3CH2CH2OCH3 b.CH3CH2CH2COCH3 c.CH3CH2CH2CHO

d.CH3CH2COOH

17-which of these compounds is the ester formed from the reaction of acetic acid and 1-

propanol

a. b.

c. d.

18-What is the functional group that distinguishes alcohols

a.carboxyl b. carbonyl c. hydroxyl d. amide 19-Indicate if the statement is true or false.

a.Tertiary alcohols are not easily oxidized. b.Secondary alcohols can be oxidized to aldehydes. c.Primary alcohols can be oxidized either to aldehydes or carboxylic acids. d.Alcohols can form either alkenes or ethers upon dehydration. e.The IUPAC name for formaldehyde is methanal. f.The simplest ketone has three carbon atoms. g.Acetone is the common name for 2-propanone. h.Aldehydes are easier to oxidize than ketones. i.The smallest carboxylic acids is formic acid. j.The carboxyl group found in carboxylic acids must be on a terminal carbon, like the carbonyl of an aldehyde k.Carboxylic acids have the functional groups found in both aldehyde / ketones and alcohols. l.Pure liquid carboxylic acids are strongly hydrogen bonded. m.Carboxylic acids are weaker acids than HF n.Carboxylic acids react readily with sodium hydroxide to form salts.

o.The other product in the formation of an ester from an acid and an alcohol is water. p."oic acid!" is a silly way to remember how to name a carboxylic acid 20-Which statement about both glycerol (1,2,3-propanetriol) and ethanol is true? a. They both contain 3 carbons in the skeleton. b. They both are tertiary alcohols. c. The both take part in hydrogen bonding 21. What is the correct IUPAC name for ?

a.3-methylpentanol b. 2-ethyl-1-butanol c. 2-ethylbutanol d. 1-ethyl-2-butanol

21-What is the correct classification for this alcohol?

a) primary b) secondary c) tertiary d) quaternary

22-Which of the following compounds is correctly classified as a tertiary alcohol? a) 3-methyl-1-butanol b) 2-methyl-1-butanol c) 3-methyl-2-butanol d) 2-methyl-2-butanol 23-Which of the following is a secondary alcohol?

a b.

c. D.

24. Which of the following best represents hydrogen bonding in methanol? a. b.

c. d.

25-Which compound would be most soluble in water?

a) CH3—O—CH2—CH2—CH3 b) CH3—CH2—CH2—CH2—CH3

c) CH3—CH2—O—CH2—CH3 d) CH3—CH2—CH2—CH2—OH 26-Which of the following would be made from an alcohol by a dehydration reaction?

a) alkyne b) alkene c) alkane d) alkyl halide 27-What is the product of the following reaction:

a. b.

c. d.

28-Oxidation of CH3CH2CH2CH2—OH produces

which may be further oxidized to a b.

c. d.

29-What structural characteristic is shared by the aldehydes and the ketones? a) They both are straight chain compounds. b) They both are stinky. c) Aldehydes and ketones both contain a carbonyl group (C=O) d) Aldehydes and ketones have no shared characteristics. 30-In the IUPAC nomeclature system, the name of which of the following would end

in -al? a) an alcohol b) an aldehyde c) an alkane d) a ketone 31-In the IUPAC nomeclature system, the name of which of the following would end

in -one? a) an alcohol b) an aldehyde c) an alkane d) a ketone 32- What is the IUPAC name for

a) 2-methyl-2-pentanone b) 2-methyl-4-pentanone c) 4-methyl-2-pentanone d) methylethylpentonononone

33-What is the IUPAC name for

a) 3-bromobutanal b) 2-bromobutanal c) 3-bromobutanone d) 2-bromobutanone

34-Which of the following is required for a positive Tollen's test? a) A methyl ketone. b) Any ketone. c) A primary alcohol. d) An aldehyde.

35-The result of a hydration reaction is a) adding water to a compound b) splitting a reactant into two components c) water as one of the products d) one that results in an alcohol 36-The result of a dehydration reaction is a) adding water to a compound b) splitting a reactant into two components c) water as one of the products d) one that results in an alcohol

37-The functional group for a carboxylic acid is a-COH b-COOH c-CHO d-COC 38-A correct IUPAC name for

a) 3-ethylbutanoic acid b) 2-ethylbutanoic acid c) 2-pentanoic acid d) 2-ethylpentanoic acid 38-What is the correct IUPAC name

a) 1-methyl-3-benzoic acid b) 3-methyl-1-benzoic acid c) 3-methylbenzoic acid d) 3-methylbenzoate

39-What reagent (?) is necessary to complete the reaction a) Na b) NaCl c) NaOH d) NaO 40-A carboxylic acid reacted with an alcohol produces_____ a) a lester b) a hester c) an ester d) a mess sir 41-Which alcohol, when oxidized,

Gives a b.

c. d.

42-A product of this reaction is

A b.

c. d.

43-The correct order of increasing boiling point for compounds with the same

number of carbons is: a) hydrocarbons/ethers < aldehydes/ketones < alcohols < carboxylic acids b) carboxylic acids < alcohols < aldehydes/ketones < hydrocarbons/ethers c) hydrocarbons/ethers < carboxylic acids < alcohols < aldehydes/ketones d) carboxylic acids < aldehydes/ketones < alcohols < hydrocarbons/ethers

44- The hydroxyl group occurs in

a) phenols and ketones. b) alcohols only.

c) ketones and carboxylic acids. d) aldehydes and alcohols.

e) alcohols, phenols, and carboxylic acids.

alcohols

45-Oxidation of a 1° alcohol with pyridinium chlorochromate results in the

production of

A) an ether B) an ester C) a ketone D) an aldehyde

E) none of the above

46-Oxidation of a 2° alcohol with chromic acid results in the production of

A) an ester B) a ketone C) an ether D) an aldehyde

E) none of the above.

47-The correct IUPAC name for

A) isopropyl alcohol. B) 2-methyl ethanol.

C) 2-propanol. D) hydroxypropane.

48-Alcohols have higher boiling points than alkanes of similar molecular mass

because

A) alcohols are ionic compounds and alkanes are covalent compounds.

B) alkane molecules are polar and alcohol molecules are not.

C) hydrogen bonding occurs between alcohol molecules but not between alkane

molecules.

D) alcohols are acidic and alkanes are not.

49-A general method for preparing alcohols is the

A) hydration of alkenes. B) combustion of alkanes.

C) combustion of ethers. D) hydrogenation of alkenes.

50-Which of the following is a secondary alcohol?

a b.

c. d.

51-Intramolecular dehydration of an alcohol produces a(n)

A) alkane. B) alkene. C) ether. D) thiol.

52-Oxidation of a secondary alochol produces a(n)

A) ketone B) aldehyde C) carboxylic acid D) ether

53-In a secondary alcohol, the hydroxyl-bearing carbon atom.

A) is always involved in a double bond. B) is attached to two other carbon atoms.

C) cannot be bonded to hydrogen atoms. D) more than one correct response

E) no correct response

54-Which of the following conditions for an alcohol dehydration reaction with H2SO4

as the catalyst will produce an ether?

A) 1º alcohol, 180ºC B) 2º alcohol, 140ºC

C) 1º alcohol, 140ºC D) more than one correct response


55-For which of the following alcohol oxidations is the listed oxidation product

incorrect?

A) primary alcohol; aldehyde B) secondary alcohol; ketone

C) tertiary alcohol; carboxylic acid D) more than one correct response


56-Which of the following compounds is not an isomer of 1-butanol?

A) diethyl ether B) 2-methyl-2-propanol

C) 2-methoxypropane D) more than one correct response


57-Which molecule shown is a primary alcohol?

A b.

c. d.

58-The molecule with three carbon atoms with an -OH group on each, and used as a

moisturizer is

B) glycerol. C) ethanol. D) phenol. E) glycol.

59-Which compound has the highest boiling point?

a) CH3CH2OCH2CH3 b) CH3CH2CH2OCH3 c) CH3CH2CH2OH d) CH3CH2OCH3

60-Strong oxidation of a primary alcohol will produce

A) an ether. B) an alkene. C) an aldehyde.

D) a carboxylic acid. E) a ketone.

61-Which compound has the lowest boiling point?

A) CH3CHO B) CH3COCH3

C) CH3CH2OH D) CH3COOH

62-Treatment of CH3CH2CH2OH with a mild oxidizing agent will produce

A) an aldehyde. B) an alkene. C) no reaction.

D) a carboxylic acid. E) a ketone.

63-Oxidation of R2CHOH will produce

A) an aldehyde. B) a ketone. C) an alkene. D) no reaction.

64-Compounds of the type R3C-OH are referred to as ________ alcohols.

A) secondary B) quaternary C) tertiary D) primary

65-Oxidation of an alcohol group results in formation of a(an) ________ group

A) alkyl B) aromatic C) hydroxyl D) carbonyl

66-Which alcohol should be used to produce 2-methyl-3-pentene by dehydration?

A) 4-methyl-2-pentanol B) 2-methyl-1-pentanol C) 1-propanol and 2-propanol D) 2-methyl-3-pentanol E) 4-methyl-1-pentanol

67-The molecule CH3CH2CH2OCH2CH3 can be classified as

A) an alcohol. B) an ether. C) a ketone. D) an alkane.

E) an aldehyde.

68-How many alcohols with molecular formula C4H10O are chiral in nature?

a.1 b. 2 c. 3 d. 4

69-What is the correct order of reactivity of alcohols in the following reaction?

a.3° > 1° > 2° b. 3° > 2°> 1° c. 2° > 1° > 3° d. 1° > 2° > 3°

70. CH3CH2OH can be converted into CH3CHO by ______________.

a. catalytic hydrogenation b. treatment with LiAlH4

c. treatment with pyridinium chlorochromate d.treatment with KMnO4

71-The process of converting alkyl halides into alcohols involves A.addition reaction b.substitution reaction

c. dehydrohalogenation reaction d.rearrangement reaction

72-give the IUPAC name of the compound given below

a.2-Chloro-5-hydroxyhexane b. 2-Hydroxy-5-chlorohexane

c. 5-Chloro-2-hexanol d. 2-Chloro-5-hexanol

aldehydes

73-Which of the following structural features is common to both aldehydes and

ketones?

A b. c.

d.

74-Which of the following structural features is possessed by aldehydes but not

ketones?

A) At least one hydrogen atom is bonded to the carbonyl carbon atom.

B) At least one hydroxyl group is bonded to the carbonyl carbon atom.

C) The carbonyl carbon atom is bonded to two other carbon atoms.

D) The carbonyl carbon atom is part of a ring structure.

75-Which of the following statements concerning aldehydes and ketones is correct?

A) cyclic aldehydes exist B) cyclic ketones exist

C) both cyclic aldehydes and cyclic ketones exist

D) neither cyclic ketones nor cyclic aldehydes exist

76-The simplest aldehyde and ketone contain, respectively, how many carbon atoms?

A) 1 and 1 B) 1 and 3 C) 2 and 2 D) 2 and 3

77-The IUPAC name for the compound

A) acetaldehyde. B) propionaldehyde. C) 1-ethanal. D) propanal.


A) 2-methyl-2-pentanone. B) 2-methyl-4-pentanone.

C) 4-methyl-2-pentanone. D) 2-methyl-4-pentaketone

79-How many saturated noncyclic six-carbon ketones are there?

A) two B) four C) six D) eight

80-What two functional groups are never found at the end of a carbon chain?

A) alcohol and aldehyde B) ether and aldehyde

C) alcohol and ketone D) ether and ketone

81-Which of the following statements concerning hydrogen bonding is correct?

A) ketone molecules can hydrogen bond to each other

B) aldehyde molecules can hydrogen bond only to other aldehyde molecules

C) both ketone molecules and aldehyde molecules can hydrogen bond to each other

D) aldehyde molecules cannot hydrogen bond to other aldehyde molecules

82-Comparison of the boiling points of aldehydes and ketones with those of other

compounds of similar molecular mass shows that they are

A) lower than those of alkanes and alcohols

B) higher than those of alcohols and alkanes

C) higher than those of alcohols but lower than those of alkanes

D) higher than those of alkanes

83-Which of the following statements concerning the oxidation of aldehydes and

ketones is correct?

A) ketones are resitant to oxidation and aldehydes readily undergo oxidation

B) ketones readily undergo oxidation

C) both aldehydes and ketones readily undergo oxidation

D) both aldehydes and ketones are resistant to oxidation

84-The oxidizing agent in the Tollen's test for the presence of an aldehyde is

A) Ag+ B) Ag C) Cu

2+ D) Cu2O

85-What is the product when CH3COCH3 is reduced using H2 gas and a Ni catalyst?

A b.

c. d.

86-When an alcohol molecule adds across a carbon-oxygen double bond of an

aldehyde or ketone, the

A) H atom from the alcohol bonds to the carbonyl carbon atom.

B) OH portion from the alcohol bonds to the carbonyl oxygen atom.

C) OR portion from the alcohol bonds to the carbonyl carbon atom.

D) OH portion from the alcohol bonds to the carbonyl carbon atom.

87-Which of the following statements concerning a carbonyl group is incorrect?

A) It is polar. B) It contains two oxygen atoms and one carbon atom.

C) It is present in both aldehydes and ketones. D) more than one correct response


89-Which of the following is a correct notation for the aldehyde functional group?

a b. c.


e. no correct response

90-Which of the following aldehydes is paired with an incorrect IUPAC name?

a.

b.

c.



91-Which of the following compounds is a constitutional isomer of 2-pentanone?

A) 3-methyl-2-pentanone B) 3-methyl-2-butanone

C) isopropyl methyl ketone D) more than one correct response


92-Oxidation of which of the following alcohols will produce a ketone?

a b.

c.



92-Treatment of a nitrile with a Grignard reagent followed by hydrolysis results in

A) an ester B) a ketone C) an ether D) an alcohol

E) an aldehyde

amines

93-Which of the following have the highest boiling point?

A CH3CH2CH2NH2 b. CH3CH2NHCH3 c. (CH3)3N d.

CH3CH2CH3

94-The compound CH3–CH2–NH–CH3 is an example of a

A) primary amine. B) secondary amine. C) tertiary amine.

D) primary amide.


A) 2-methylpentanamine. B) 4-methylpentanamine.

C) 2-methyl-4-pentanamine. D) 4-methyl-2-pentanamine.

96-Which of the following amines is paired with an incorrect IUPAC name?

A)

B)

C)

D) more than one correct response


Part III, complete the following equations

17. complete the following reactions by inserting a sketch of the missing reactant or

product as indicated by the question mark.

15. The hydroxyl group (OH) characterizes two classes of compounds

………..and……..

complete the above statements and give examples.

1. Complete each of the following reactions by adding a missing reagent or product as

indicated by the “?”. Indicate the product formed in highest concentration if more than

one is formed.

Part II, answer the following questions.

16. Draw the 2 geometric isomers of but-2-ene.

17.

18. What is hybridization? Explain SP1, SP

2, SP

3 hybridization with examples.

19.

20.

21. Give the structural formula of:

a. 5-methyl-2-hexyne b. 2-methylbutane.

Complete the following equations



1.

2.

a-

b-

c-

d-

e-

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The hybridization of the central carbon in CH3C≡N and the ...faculty.mu.edu.sa/public/uploads/1368859887.7835Q bank Chem 109... · 7.The hybridization of the central carbon in CH3C≡N